CA1040359A - Process for the printing or pad-dyeing of mixed fabrics - Google Patents

Process for the printing or pad-dyeing of mixed fabrics

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Publication number
CA1040359A
CA1040359A CA208,989A CA208989A CA1040359A CA 1040359 A CA1040359 A CA 1040359A CA 208989 A CA208989 A CA 208989A CA 1040359 A CA1040359 A CA 1040359A
Authority
CA
Canada
Prior art keywords
printing
radical
formula
group
water
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
CA208,989A
Other languages
French (fr)
Other versions
CA208989S (en
Inventor
Andres Schaub
Peter Aeschlimann
Stefan Koller
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Novartis AG
Original Assignee
Ciba Geigy AG
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Ciba Geigy AG filed Critical Ciba Geigy AG
Application granted granted Critical
Publication of CA1040359A publication Critical patent/CA1040359A/en
Expired legal-status Critical Current

Links

Classifications

    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P3/00Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
    • D06P3/82Textiles which contain different kinds of fibres
    • D06P3/8204Textiles which contain different kinds of fibres fibres of different chemical nature
    • D06P3/8223Textiles which contain different kinds of fibres fibres of different chemical nature mixtures of fibres containing hydroxyl and ester groups
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
    • D06P1/0048Converting dyes in situ in a non-appropriate form by hydrolysis, saponification, reduction with split-off of a substituent
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P3/00Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
    • D06P3/34Material containing ester groups
    • D06P3/52Polyesters
    • D06P3/528Polyesters using reactive dyes
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P3/00Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
    • D06P3/58Material containing hydroxyl groups
    • D06P3/60Natural or regenerated cellulose
    • D06P3/66Natural or regenerated cellulose using reactive dyes

Abstract

Process for the printing or pad-dyeing of mixed fabrics Abstract of the Disclosure Described is a process for the tone-in-tone printing or padding of mixed fabrics from cellulose materials and poly-esters, wherein mixed fabrics are printed or padded with a printing paste or padding liquor containing at least one dyestuff of the formula wherein F represents the radical of a disperse dyestuff free from groups dissociating in water, X represents an electron-attracting bridge-member, R1 represents an ethylene radical which can be optionally further substituted, and Y represents the -OSO3H-group or the radical , wherein R2 and R3 denote alkyl groups, different from each other and containing 1 to 8 carbon atoms, which together possess at least one water-solubilising group, subsequently dried, fixed and finished.
By this process there are obtained on mixed fabrics tone-in-tone dyeings which are characterised by level shades and good fastness properties, such as fastness to light, wet processing and rubbing.

Description

The invention relates to a ~-ocess for the printing or pad-dyeing of mixed fabrics in tone-in-tone dyeings with a single class of dyestuffs, to a printing paste or dye liquor for carrying out this process, as well as to the printed or dyed material as an industrial product.
The printing and dyeing of textile sheet material made from mixtures of fibres belonging to various classes `
is becoming increasingly important, with special preference being given to mixtures of polyester fibres with natural or regenerated cellulose fibres, particularly viscose/cellulose. :
In the printing and dyeing of mixed fabrics with the 80-called "diffusing dyestuffs", the classes of dyestuff to be applied to the respective substrates are, however, always used mixed together or are combined 8uccessively.
The only procedure by which it is possible to produce tone-in-tone dyeings on mixtures of fibres of natural origin with polyester fibres by use of a single class of dyestuffs is one such as is described, for example, in the Canadian Patent Specification No. 832,343. This procedure requires, however, the use of a large amount of a solvent or of a swelling agent, a factor which leads to additional costs and to considerable problems on account of the greatly increased contamination of water and air.
It has now been found that mixed fabrics can be printed or dyed tone-in-tone with a single class of dyestuffs, but -~

' .'' . ' ` ' ' ` ' ` ' .. ' . . ``

104~359 with no necessi~y for the use of so].vents and swelling agents, with which are connected so many disadvantages, by a process wherein the mixed fabric is printed or pad-dyed with a printing paste or dye liquor containing at least one dyestuff of formula I
F - X - Rl - Y (I) wherein F represen~s the radical of a disperse dyestuff free from groups dissociating in water, X represents an electron-attracting bridge member, Rl represents an ethylene radical which can be optionally further substituted, and Y represents the OS03H-group or the radical - N~ 2, wherein R2 and R3 denote alkyl groups, different from each other and containing 1 to 8 carbon atoms, whlch alkyl groups together possess at least one water-solubilising group, and subsequently dried, fixed and finished.

The process according to the invention is characterised, in particular, by the fact that it is possible to print or dye mixed fabric tone-in-tone by use of only one type of dyestuff of formula I, in that these dyestuffs contain a group that can be split off under the fixing conditions, which group contains at least one water-solubilising radical, so that both the water-soluble dyestuff of formula I and the water-insoluble disperse dyestuff formed therefrom are ~ 04~)355~
each absorbed as such on~o the corresponding material in the mixed fabric.
This is effec~ed by subjecting the printed or pad-dyed and -~dried mixed fabric to a fixing process, whereby the 5 fixing operation is performed, for example, at 120C
with steam and excess pressure, particularly for 20 minutes with saturated steam under pressure, or with dry air at about 200C for about 30 seconds. It is also possible, however, to perform the fixing process with superheated steam for about 8 minutes at 160 to 200C.

The dyestuffs which are suitable for this process correspond to formula I. In preferred dyestuf~s, F represents the radical of an azo or anthraquinone dyestuff free from groups dissociating in water, X represents an electron-attracting bridge member of the formulae -NHC0-, -S02-, -N-S02 (wherein R4 denotes hydr.ogen or alkyl having 1 to 4 carbon atoms) or -OC0-, particularly, however, -NHC0-, -S02- or -NHS02 and preferably -S02-, Rl represents, in particular, an unsubstituted ethylene radical, which can however be also further substituted by ~lkyl having 1 to 4 carbon atoms, especially methyl, and Y represents a radical of the formula - N \ 2 or the -0503H-r1dical, whorein R2 and R3 together contain .
, ~. .. ,. . . , ~ . :

104~)359 at least one water-solubilising group of the formula -S03H, -OS03H or -OP03H2, and wherein R2 represents an unsubstituted alkylgroup having 1 to 4 ~ .
carbon atoms, particularly the methyl group, and R3 represents an alkyl group having 1 to 4 carbon atoms which is substituted by these water-solubilising groups, especially by the -S03H group; R3 preferably represents the -C2H4S03H group.
All these dyestuffs are known and can be prepared by known methods (see, for example, the Belgian Patent Specifications Nos. 803,131, 813,216 and 813,217).
The printing paste or dye liquor employed contains, in addition to the defined dyestuff of formula I or mixtures thereof, which may be present in an amount of 5 to l5 g per kg of printing paste or dye liquor, the usual auxiliaries, such as, thickening agents, agents for improving solubility and diffusion, such as urea, oxidising agents, acids or alkalies and water. A thickening agent to be mentioned in particular is an aqueous alginate thickening.
Suitable oxidising agents are aromatic nitroarylsulphonic acids, such as the sodium salt of m-nitrobenzenesulphonic acid, The pH-value of this printing paste or dye liquor can vary within wide limits, and is between about pH 2 and 10.
Suitable mixed fabrics which can be printed or dyed according to the invention are those made from cellulose . - . ~ . . , . ............ , ~
,, ! , . ; ' . .
" ,, , , ' ' , . :

' 104V3Sg fibres, s~ch a~ cotton or regenerated cellulose and polyester fibres.
The mixed fabric can be in any desired form, such as thread, knitwear, fabric or yarn.
The printing itself is performed on known machines, such as on a cylinder printing machine, or on a screen printing machine; and the pad-dyeing is carried out, for example, on a padding machine.
After being printed or pad-dyed, the material is dried, subjected to a fixing process, and subsequently finished by rinsing.
By the process according to the invention, there are obtained on mixed fabrics tone-in-tone dyeings which are characterised by a uniform shade and by good fastness lS properties, such as fastness to light, wet processing and rubbing.
The following examples illustrate the invention without in any way limiting its scope. Temperatures are expresséd in degrees Centigrade.

lU4~)3S9 Example 1 A mixed fabric made from polyester fibres and cotton fibres (67:33) is preliminarily treated, in the usual manner for printing, and is then printed on a cylinder printing machine with a printing paste having the S following composition:
10 g of l:he dyestuff of the formula NaO3SO - CH2CH2S2 ~ ~ ~ N 2 5 500 g of a 12% aqueous solution of sodium alginate, 50 g of urea, 50 g of a 10% aqueous solution of the sodium salt of nitrobenzenesulphonic acid, 20 g of sodium bicarbonate and 370 g of wa~er 1000 g.
This printing is subsequently continuously dried at about 100, and then fixed with saturated steam of 1.5 bars for 20 minutes. For removal of the excess dyestuff, the material is firstly rinsed cold, then soaped at 90 by means of an aqueous solution containing per litre 2 g of an anion-active ethoxylation product based on vegetable oils, and again rinsed.
The result is a printing in an orange shade having , 1~)4~359 very good fastness properties in service, with both types of fibre being dyed with the same depth of colour and in the same shade.
If, instead of the dyestuff of the above formula, S identical amounts of a dyestuff of the formula NaO3SO - C~2 - CH2 S02NH ~ N = N ~ /C2H5 , are used, with otherwise the same procedure, then a gold-yellow printing is obtained, with likewise both fibre constituents being dyed in the same shade and depth of colour.

, , ~
.

... .- . - . . . . . .
... .

Examp]e 2 1~40359 A mixed fabric made from polyester and regenerated cellulose (50:50) is printed with the foIlowing printing paste, and finished as described in Example 1:
10 g of the dyestuff of the formula 5~ ~ CH2~H2 - S02 ~ N = N ~ , CH3 CH CH -S03:Na C 3
2 2 NHCOCH3 500 g of a 12% aqueous solution of sodi.um alginate, 50 g of urea, 50 g of a 10%.aqueous solution of the sodium salt of nitrobenzenesulphonic acid, 1035 g of trichloroacetic acid sodium, and 355 g of water 1000 g.
The~e i8 obtained a printing of orange shade having very good fastness properties in service, with both fibre constituents being dyed in the same shade and depth of colour.
If, instead of the dyestuff of the above formula, there are used identical amounts of a dyestuff of the formula o NH2 ~ I
~ 2 02C2H40s03Na g_ , .' , , , ,' ,''' ' ''~
1. , 1~4S)359 or of ~he formula O OH

) CH
O ~H ~ NHCOC~12CH2 - N
CH2CH2 -S3Na with otherwise the same procedure, then a blue printing is obtained.

.

- 10 - ' . ' .: , 104~59 Example 3 A mixed fabric made from polyester and cotton (50:50) is printed with the following printing.paste:
10 g of the dyestuff of the formula
3 ~2CH2s2 ~ - N = N ~ ,CH2 ~

S500 g of a 12% aqueous solution of sodium alginate, 50 g of urea, 5 g of sodium salt of nitrobenzenesulphonic acid, 35 g of trichloroacetic acid sodium and 400 g of water 101000 g.
The material is subsequently finished according to the procedure described in Example 1.
There is obtained a printing of gold-yellow shade having very good fastness properties in service, with both fibre constituents being dyed in the same shade and depth of colour.

, '~, .

I . .. - . . .

1~4~3S9 Exampl e 4 A mixed fabric made from cotton and polyester (33:67) is printed with the following printing paste:
10 g of the dyestuff of the formula CH3S02~-- N = N~ ~ C H

Co-cH2-cH2-N-cH2-cH2-so3 Na .
500 g of a 12% aqueous solution of sodium alginate, 50 g of urea, 10 g of citric acid, 5 g of sodium salt of nitrobenzenesulphonic acid, 425 g of water .
1000 g. ' ~, After being printed, the material is dried, and fixed in dry air at 200 for 60 seconds. The unfixed portion .
of dyestuff is removed by cold rinsing in water, then : -hot soaping at 60 using an aqueous solution containing per litre 2 g of an anion-active ethoxylation product based on vegetable oils, and ~inally again cold rinsing. ~-Theré is obtained an orange-red printing of high purity having very good fastness properties; both fibre constituents are dyed in the same shade and depth of colour. .

- 12 - . .

.

. .. . . . . .

~4V359 If, instead of the aforementioned dyestuff, there is used 10 g of the dyestuff of the formula Cl CH3S02 ~ N = N ~ - N~ C H
N
CO

H3C ~H2C~12S03Na , and, in the above printing paste, 10 g of citric acid is replaced by 10 g of water, and fixing is performed for 20 minutes under saturated-steam conditions in a 8u8pension loop steamer, then there i8 obtained, with otherwise the same procedure, a printing in a deep red shade having very good fastness properties in service, with both fibre constituents being dyed in the same shade ~nd depth of colour.

1~4V359 Example 5 A mixed fabric made from cotton and polyester ~33:67) is printed.with the following printing paste: :~
10 g of the dyestuff of the formula Nad3SOC2H4S02 ~ N - N ~ 3 (~

500 g of a 12% aqueous solution of sodiwn alginate, 50 g of urea, 10 g of citric acid, .
5 g of sodium salt of nitrobenzenesulphonic acid, 425 g of water 1000 g. ..
Subsequent to printing, the material is dried, and :.
fixed in dry air at 200 for 60 seconds. The unfixed .
portion of dyestuff is removed by cold rinsing in water, then hot soaping at 60 using an.aqueous solution .:
containing per litre 2 g of an anion-active ethoxylation prod~ct based on vegetable oils, and finally again cold ~
rinsing . ' ' There is obtained a yellow printing which is of high .
purity and which has very good fastness properties; both fibre constituents are dyed in the same shade and depth of colour.
- 14 - :

:, . .

, ~.. . ...... .. .. ... . .. . . . . .. .
. . .

1~4~;~S9 Example 6 A mixed knit~ed fabric made from cotton and polyester (50:50) is printed with the following printing paste:
10 g of the dyestuff of the formula 3 2 ~ ~ 2 5 Nll co-cH2c~l2-N-c~l2cH2-so3Na ~3 500 g of a 12% aqueous solution of sodium alginate, 50 g of urea, 70 g of sodium salt of trichloroacetic acid, 5 g of sodium salt of nitrobenzenesulphonic acid and 10365 g of water 1000 g.
The finishing is subsequently performed as in Rxample 1.
There is obtained a printing of orange shade having very good fastness properties in service, with both fibre constituents being dyed in the same shade and depth of colour.
If, instead of the dyestuff of the above formula, identical amounts of a dyestuff of the formula Na03sOc2~ s02 ~ N ~ N(C2HS)2 _ are used, with otherwise the same ~rocedure, then a red printing is obtain~d.

:: , - - ..... , . . :
. . :

Examp1e 7 104V359 If, with the procedure otherwise as described in Example 5, fixing is performed, not in dry air at 200 for 60 seconds, but by steaming at atmospheric pressure in superheated steam at 180 for 5 minutes, then an S equally well printed mixed fabrLc Ls obtained.

',' ... ..

~

Example 8 ~4V3~59 A mixed fabric made from polyester fibres and cotton fibres (67:33) is impregnated on a padding machine at 25 with a liquor having the following composition:
15 g of the dyestuff of the formula NaO35C)C2H4502~N = N~N~C2H5)2 200 g of a 2.5% aqueous solution of sodium alginate, 100 g o~ urea, 10 g of sodium bicarbonate, 5 g of borax, and 670 R of water 1000 g.
The fabric, squeezed out to about 100% liquor absorption, is dried at 100 and subsequently fixed for 90 seconds at 210. In order to remove the excess dyestuff, the material is firstly rinsed cold, and then at 90 by means of an aqueous solution containing per litre 2 g of an anion-active ethoxylation product based on vegetable oils; it is afterwards soaped and again rinsed cold.
A red dyeing having very good fastness properties in service is obtained, with both fibre constituents being dyed in the same shade and depth of-colour.
; .
- 17 - ~

,.~,..

I~, instead of ~he dyes~uff of the above formula, identical amounts of a dyestuff of the formula .

OH
NaO3SOC2H4CON~ ~ = N

are used, with otherwise the same procedure, then a S yellow dyeing ls obtained.

... , , ~ - . :

Claims (7)

THE EMBODIMENTS OF THE INVENTION IN WHICH AN EXCLUSIVE
PROPERTY OR PRIVILEGE IS CLAIMED ARE DEFINED AS FOLLOWS:
1. Process for the tone-in-tone printing or pad-dyeing of mixed fabrics made from cellulose materials and polyester, wherein mixed fabrics are printed and pad-dyed with a printing paste and dye liquor, respectively, containing at least one dyestuff of formula I
F - X - R1 - Y (I) wherein F represents the radical of a disperse dyestuff free from groups dis-sociating in water, X represents an electron-attracting bridge-member, R1 re-presents an ethylene radical which can be optionally further substituted by alkyl having 1 to 4 carbon atoms, and Y represents the -OSO3H group or the radical wherein R2 and R3 denote alkyl groups, different from each other and containing 1 to 8 carbon atoms, which alkyl groups together possess at least one water-solubilising group, and subsequently dried, fixed and finished.
2. Process according to claim 1, wherein the printing paste or dye liquor has a pH-value of 2 to 10.
3. Process according to claim 1, wherein the printing paste or dye liquor contains dyestuffs of formula I in which F represents the radical of an azo or anthraquinone dyestuff free from groups dissociating in water, X represents an electron-attracting bridge member of the formula -NHCO-, -SO2-, (wherein R4 denotes hydrogen or alkyl having 1 to 4 carbon atoms) or -OCO-, R1 represents an ethylene radical which can be substituted by alkyl having 1 to 4 carbon atoms, and Y represents an radical, wherein R2 and R3 together contain at least one water-solubilising group of the formula -SO3H, -OSO3H or -OPO3H .
4. Process according to claim 1, wherein the printing paste or dye liquor contains dyestuffs of formula I in which X represents the bridge member -NHCO-, -SO2- or -NHSO2-, R1 represents -CH2-CH2, and Y represents the OSO3H
group, or the radical of the formula , wherein R2 denotes an unsub-stituted alkyl group having 1 to 4 carbon atoms, and R3 denotes an alkyl group having 1 to 4 carbon atoms which is substituted by -SO3H.
5. Process according to claim 4, wherein R2 represents the -CH3 group, and R3 represents the group -C2H4SO3H.
6. Process according to claim 1, wherein the fixing of the printing or dyeing after drying is performed with steam or with dry heat.
7. Process according to claim 6, wherein the fixing of the printing or dyeing after drying is performed with saturated steam under pressure.
CA208,989A 1973-09-13 1974-09-11 Process for the printing or pad-dyeing of mixed fabrics Expired CA1040359A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH1318273A CH571113B5 (en) 1973-09-13 1973-09-13

Publications (1)

Publication Number Publication Date
CA1040359A true CA1040359A (en) 1978-10-17

Family

ID=4390081

Family Applications (1)

Application Number Title Priority Date Filing Date
CA208,989A Expired CA1040359A (en) 1973-09-13 1974-09-11 Process for the printing or pad-dyeing of mixed fabrics

Country Status (2)

Country Link
CA (1) CA1040359A (en)
CH (2) CH1318273A4 (en)

Also Published As

Publication number Publication date
CH571113B5 (en) 1975-12-31
CH1318273A4 (en) 1975-06-13

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